Issue 18, 2018

Diastereodivergent synthesis of bispirooxindoles via asymmetric Friedel–Crafts/aldol cascade reaction: co-catalyst effects on diastereoselective outcomes

Abstract

A combination of metal- and organo-catalysts sequentially catalyzing the Friedel–Crafts/aldol tandem reaction between 3-pyrrolyl-oxindoles and isatin-derived β,γ-unsaturated α-ketoesters has been reported, which leads to two types of diastereomeric enantio-enriched bispirooxindoles with three quaternary stereocentres and synthetically valuable functional groups in high yields with excellent enantioselectivity and diastereoselectivity.

Graphical abstract: Diastereodivergent synthesis of bispirooxindoles via asymmetric Friedel–Crafts/aldol cascade reaction: co-catalyst effects on diastereoselective outcomes

Supplementary files

Article information

Article type
Communication
Submitted
11 Des 2017
Accepted
30 Jan 2018
First published
30 Jan 2018

Chem. Commun., 2018,54, 2260-2263

Diastereodivergent synthesis of bispirooxindoles via asymmetric Friedel–Crafts/aldol cascade reaction: co-catalyst effects on diastereoselective outcomes

N. Li, W. Fan, J. Zhang, B. Sun, J. Chen and X. Wang, Chem. Commun., 2018, 54, 2260 DOI: 10.1039/C7CC09489B

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